Stereoselective synthesis of 3-hydroxyazetidines via regioselective halogenation of 2,3-epoxyamines by using magnesium bromide
✍ Scribed by Michinori Karikomi; Kouji Arai; Takashi Toda
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 184 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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## Abstract 2,2′‐Dipyridyl‐3,3′‐dipyridyl,5,5′‐dipyridyl‐diselenides have been synthesized by a convenient method employing non‐cryogenic conditions. Various bromopyridines (2‐Bromopyridine, 2,5‐dibromopyridines and 2,3,5‐Tribromopyridines) undergo selective monobromine–magnesium exchange to yield
## Abstract For Abstract see ChemInform Abstract in Full Text.
Ring-opening of 3-aryl-2,3-epoxyamides 1 was achieved by using samarium diiodide and D 2 O, yielding 3-aryl-3-deuterio-2-hydroxyamides 2 with total regioselectivity. The starting compounds 1 were easily prepared by reaction of the corresponding lithium or potassium enolates of a-chloroamides with al